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ChemInform Abstract: Selective Synthesis of Polyamine Derivatives: Efficient Derivatization of the Secondary Amino Group of N-Monosubstituted 1,3-Diamines.

✍ Scribed by C. JENTGENS; R. HOFMANN; A. GUGGISBERG; S. BIENZ; M. HESSE

Book ID: 101845985
Publisher: John Wiley and Sons
Year: 2010
Weight: 33 KB
Volume: 28
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199731082

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✦ Synopsis

Selective Synthesis of Polyamine Derivatives: Efficient Derivatization of the Secondary Amino Group of N-Monosubstituted 1,3-Diamines.

-The 2-phenyl substituted pyrimidine (IIIc) proves to be the efficient intermediate for the selective functionalization of secondary N-atoms of amines (I) and (X). Its reaction with electrophiles like Ac2O or isocyanates provides the desired compounds (V), (VIII) and (XI) as main products. The ratio of (V)/(VI) and (VIII)/(IX) depends mostly on the bulkiness of the C-2 substituent at the pyrimidine and less on the nature or the size of the electrophile.

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